p-Anisoyl chloride → HCID 72550408, compound

HRID 512528Notes

Reaction equation

HRID 512528 reaction equation
[C:1](Cl)(=[O:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[S:17][C:16]([NH:18][C:19]2[N:20]=[CH:21][C:22]3[C:27]([CH:28]=2)=[CH:26][CH:25]=[CH:24][CH:23]=3)=[N:15][C:14]=1[C:29]([NH2:31])=[O:30]>N1C=CC=CC=1>[CH:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:28]=[C:19]([NH:18][C:16]2[S:17][C:13]([NH:12][C:1](=[O:10])[C:2]3[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=3)=[C:14]([C:29]([NH2:31])=[O:30])[N:15]=2)[N:20]=1

Participants

4

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 86703370HCID 86703370, compound

Product 1

HCID 72550408HCID 72550408, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

To a mixture of p-anisoyl chloride (0.4 mL, 3.0 mmol) in pyridine (2 mL) was added dropwise a solution of 5-amino-2-(isoquinolin-3-ylamino)-thiazole-4-carboxamide (0.20 g, 0.70 mmol) in pyridine (3 mL), and the mixture was stirred overnight at rt. The solvent was evaporated. The residue was triturated with MeOH, and the resulting solids were collected to give 42 mg (28% yield) of the titled compound.

Workup

  1. customThe solvent was evaporated
  2. customThe residue was triturated with MeOH
  3. customthe resulting solids were collected

Sources & evidence

ORD record
ord-fe3a5bd10b844906b9f2efda4721c7f1
Source dataset
uspto-grants-2015_08
Patent number
US09102637B2

Reaction notes

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